2,6-dipropanamido-4-hydroxypyridine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,6-dipropanamido-4-hydroxypyridine
• 英文别名: 2,6-di-n-propionylaminopyridone；Propanamide, N,N'-(4-hydroxy-2,6-pyridinediyl)bis-；N-[4-oxo-6-(propanoylamino)-1H-pyridin-2-yl]propanamide
• 化学式: C₁₁H₁₅N₃O₃
• 分子量: 237.258
• InChiKey: KQIFFLHDBSSOON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,5–三十二烷氧基苄氯 、 2,6-dipropanamido-4-hydroxypyridine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到N-[6-(propanoylamino)-4-[(3,4,5-tridodecoxyphenyl)methoxy]pyridin-2-yl]propanamide
  参考文献：
  名称：

  Chiral Translation and Cooperative Self-Assembly of Discrete Helical Structures Using Molecular Recognition Dyads

  摘要：

  Complementary diaminopyridine (DAP) and flavin derivatives self-assemble into discrete helically stacked tetrads in hydrocarbon solvents. The self-assembled structure was demonstrated through induced circular dichroism using DAPs with chiral side-chains and flavin with achiral side-chains. Flavin derivatives with chiral side-chains were synthesized; cooperativity in the self-assembly was established through circular dichroism (CD) profiles and melting curves. It was found that placing stereocenters in both recognition units resulted in a strong bisignated profile and enhancement of complex stability, indicative of cooperative self-assembly.

  DOI：

  10.1021/ja064554z
• 作为产物：
  描述：

  4-oxybenzyl-2,6-dipropamidopyridine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以83%的产率得到2,6-dipropanamido-4-hydroxypyridine
  参考文献：
  名称：

  通过互补无规共聚物的自组装形成巨型囊泡

  摘要：

  DOI：

  10.1021/ja0011966

文献信息

• A Modular Approach toward Block Copolymers
  作者：Mary Nell Higley、Joel M. Pollino、Eric Hollembeak、Marcus Weck

  DOI：10.1002/chem.200401221

  日期：2005.1

  A novel methodology for the formation of block copolymers has been developed that combines ring-opening metathesis polymerization (ROMP) with functional chain-transfer agents (CTAs) and self-assembly. Telechelic homopolymers of cyclooctene derivatives end-functionalized with hydrogen-bonding or metal-coordination sites are formed through the combination of ROMP with a corresponding functional CTA.

  已经开发了一种形成嵌段共聚物的新颖方法，该方法将开环复分解聚合（ROMP）与功能性链转移剂（CTA）和自组装结合在一起。通过将ROMP与相应的功能性CTA结合，可以形成末端被氢键或金属配位位点官能化的环辛烯衍生物的远螯均聚物。这些远螯均聚物的形成具有对分子量的高度控制，并且不需要后聚合程序。均聚物与它们的互补均聚物或小分子类似物进行快速有效的自组装，形成嵌段共聚物结构。嵌段共聚物显示出与文献中所述的小分子类似物相同的缔合常数，
• Stimuli responsive surfaces through recognition-mediated polymer modification
  作者：Hao Xu、Tyler B. Norsten、Oktay Uzun、Eunhee Jeoung、Vincent M. Rotello

  DOI：10.1039/b509572g

  日期：——

  Specific three-point hydrogen bonding between diamidopyridine (DAP) and thymine (Thy) was employed to reversibly anchor “brush-like” Tri-DAP end-functionalized polystyrene onto Thy-modified silica surfaces.

  利用二氨基吡啶（DAP）和胸腺嘧啶（Thy）之间特定的三点氢键，可逆地将 "刷状 "Tri-DAP末端官能化聚苯乙烯锚定在Thy修饰的二氧化硅表面上。
• Living ROMP of <i>exo</i>-Norbornene Esters Possessing Pd^II SCS Pincer Complexes or Diaminopyridines
  作者：Joel M. Pollino、Ludger P. Stubbs、Marcus Weck

  DOI：10.1021/ma025873n

  日期：2003.4.1

  Isomerically pure exo-norbornene esters containing either a Pd-II SCS pincer complex or a diaminopyridine unit were synthesized, polymerized, and copolymerized by ring-opening metathesis polymerization using a ruthenium initiator. All polymerizations are living under mild reaction conditions. A comparison between the pure exo monomers and the commonly employed 80:20 endo/exo mixtures was carried out. The exo-norbornene isomers exhibit significantly higher rates of propagation under milder conditions when compared to the endo/exo mixtures. Kinetic studies have shown that the k(p) values are highly dependent upon the isomeric purity but completely independent of the terminal diaminopyridine or Pd-II SCS Pincer functional groups. The living character of the polymerization has allowed for the first block copolymerization of norbornene metal-containing pincer complexes and diaminopyridine-based hydrogen-bonding receptors.
• “Plug and Play” Polymers. Thermal and X-ray Characterizations of Noncovalently Grafted Polyhedral Oligomeric Silsesquioxane (POSS)−Polystyrene Nanocomposites
  作者：Joseph B. Carroll、Alan J. Waddon、Hiroshi Nakade、Vincent M. Rotello

  DOI：10.1021/ma034652u

  日期：2003.8.1
• Chiral Translation and Cooperative Self-Assembly of Discrete Helical Structures Using Molecular Recognition Dyads
  作者：Hiroshi Nakade、Brian J. Jordan、Hao Xu、Gang Han、Sudhanshu Srivastava、Rochelle R. Arvizo、Graeme Cooke、Vincent M. Rotello

  DOI：10.1021/ja064554z

  日期：2006.11.1

  Complementary diaminopyridine (DAP) and flavin derivatives self-assemble into discrete helically stacked tetrads in hydrocarbon solvents. The self-assembled structure was demonstrated through induced circular dichroism using DAPs with chiral side-chains and flavin with achiral side-chains. Flavin derivatives with chiral side-chains were synthesized; cooperativity in the self-assembly was established through circular dichroism (CD) profiles and melting curves. It was found that placing stereocenters in both recognition units resulted in a strong bisignated profile and enhancement of complex stability, indicative of cooperative self-assembly.